RU2015149954A - Улучшенная в органических соединениях или относящиеся к органическим соединениям - Google Patents
Улучшенная в органических соединениях или относящиеся к органическим соединениям Download PDFInfo
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- RU2015149954A RU2015149954A RU2015149954A RU2015149954A RU2015149954A RU 2015149954 A RU2015149954 A RU 2015149954A RU 2015149954 A RU2015149954 A RU 2015149954A RU 2015149954 A RU2015149954 A RU 2015149954A RU 2015149954 A RU2015149954 A RU 2015149954A
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- 150000002894 organic compounds Chemical class 0.000 title 2
- 239000000203 mixture Substances 0.000 claims 26
- 239000002304 perfume Substances 0.000 claims 21
- 150000001875 compounds Chemical class 0.000 claims 12
- 239000003963 antioxidant agent Substances 0.000 claims 4
- 230000003078 antioxidant effect Effects 0.000 claims 4
- 239000011541 reaction mixture Substances 0.000 claims 4
- 238000000034 method Methods 0.000 claims 3
- ZHOOOLQOWQVYOE-UHFFFAOYSA-N 2-cyclohexylidene-2-phenylacetonitrile Chemical compound C=1C=CC=CC=1C(C#N)=C1CCCCC1 ZHOOOLQOWQVYOE-UHFFFAOYSA-N 0.000 claims 2
- YVSNOTITPICPTB-UHFFFAOYSA-N 4-methyl-2-(2-methylpropyl)oxan-4-ol Chemical compound CC(C)CC1CC(C)(O)CCO1 YVSNOTITPICPTB-UHFFFAOYSA-N 0.000 claims 2
- 241000755716 Convallaria Species 0.000 claims 2
- 235000009046 Convallaria majalis Nutrition 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims 2
- WFEISWUNAJPLRX-ONNFQVAWSA-N dupical Chemical compound C12CCCC2C2C\C(=C/CCC=O)C1C2 WFEISWUNAJPLRX-ONNFQVAWSA-N 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 239000004615 ingredient Substances 0.000 claims 2
- CYIGRWUIQAVBFG-UHFFFAOYSA-N 1,2-bis(2-ethenoxyethoxy)ethane Chemical compound C=COCCOCCOCCOC=C CYIGRWUIQAVBFG-UHFFFAOYSA-N 0.000 claims 1
- SAMJGBVVQUEMGC-UHFFFAOYSA-N 1-ethenoxy-2-(2-ethenoxyethoxy)ethane Chemical compound C=COCCOCCOC=C SAMJGBVVQUEMGC-UHFFFAOYSA-N 0.000 claims 1
- BKYXRISZNNAYRG-UHFFFAOYSA-N 9-hydroxy-5,9-dimethyldec-1-en-4-one Chemical compound CC(C(CC=C)=O)CCCC(C)(O)C BKYXRISZNNAYRG-UHFFFAOYSA-N 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- WTYGAUXICFETTC-UHFFFAOYSA-N cyclobarbital Chemical group C=1CCCCC=1C1(CC)C(=O)NC(=O)NC1=O WTYGAUXICFETTC-UHFFFAOYSA-N 0.000 claims 1
- 229960004138 cyclobarbital Drugs 0.000 claims 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
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- C07C47/21—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
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- C07C47/26—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing hydroxy groups
- C07C47/263—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing hydroxy groups acyclic
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
- A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q13/00—Formulations or additives for perfume preparations
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
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- C07C29/03—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by addition of hydroxy groups to unsaturated carbon-to-carbon bonds, e.g. with the aid of H2O2
- C07C29/04—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by addition of hydroxy groups to unsaturated carbon-to-carbon bonds, e.g. with the aid of H2O2 by hydration of carbon-to-carbon double bonds
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Claims (27)
1. Соединение 5,9-диметил-9-гидрокси-децен-4-аль формулы (I)
2. Соединение по п. 1, где от 50 до 70 масс. % находится в Е-форме, и от 30 до 50 масс. % находится в Z-форме.
3. Парфюмерная смесь, содержащая соединение формулы (I) по п. 1 или 2 и соединение формулы (II)
4. Парфюмерная смесь по п. 3, где отношение (масс./масс.) соединения (I) к соединению (II) составляет 99:1, более предпочтительно 99,1 к 0,9; 99,2 к 0,8; 99,3 к 0,7; 99,4 к 0,6; 99,5 к 0,5; 99,6 к 0,4; 99,7 к 0,3; 99,8 к 0,2; 99,9 к 0,1; 99,95 к 0,05; или 99,99 к 0,01.
5. Парфюмерная композиция, содержащая соединение или парфюмерную смесь по любому из пп. 1-4 и одно или более чем одно соединение, выбранное из группы, состоящей из 2-циклогексилиден-2-фенилацетонитрила, 4-(октагидро-4,7-метано-5Н-инден-5-илиден)бутаналя и 4-метил-2-(2-метилпропил)тетрагидро-2Н-пиран-4-ола.
6. Парфюмерная композиция по п. 5, где 2-циклогексилиден-2-фенилацетонитрил используют в количестве от 0,001 до 10 частей по массе на 1 часть по массе 5,9-диметил-9-гидрокси-децен-4-аля.
7. Парфюмерная композиция по п. 5, где 4-метил-2-(2-метилпропил)тетрагидро-2Н-пиран-4-ол используют в количестве от 0,001 до 20 частей по массе на 1 часть по массе 5,9-диметил-9-гидрокси-децен-4-аля.
8. Парфюмерная композиция по п. 5, где 4-(октагидро-4,7-метано-5Н-инден-5-илиден)бутаналь используют в количестве от 0,001 до 0,5 частей по массе на 1 часть по массе 5,9-диметил-9-гидрокси-децен-4-аля.
9. Парфюмерная композиция по п. 5, где соединение или парфюмерная смесь присутствуют в указанной композиции в количестве от 1 до 30% по массе в расчете на общую массу указанной парфюмерной композиции.
10. Парфюмерная композиция по п. 5, имеющая запах ландыша.
11. Парфюмерная композиция по п. 5, содержащая по меньшей мере один дополнительный парфюмерный ингредиент.
12. Парфюмерная композиция по п. 11, где указанный по меньшей мере один дополнительный парфюмерный ингредиент не представляет собой циклогексаль.
13. Композиция для личной гигиены или бытового использования или композиция с тонким запахом, содержащая соединение по п. 1 или 2, парфюмерную смесь по п. 3 или 4 или парфюмерную композицию по любому из пп. 5-12.
14. Соединение по п. 1 или 2, дополнительно содержащее антиоксидант.
15. Парфюмерная смесь по п. 3 или 4, содержащая антиоксидант.
16. Парфюмерная композиция по любому из пп. 5-12, содержащая антиоксидант.
17. Композиция для личной гигиены или бытового использования или композиция с тонким запахом по п. 13, содержащая антиоксидант.
18. Способ придания запаха ландыша парфюмерной композиции, или продукту для личной гигиены или бытового использования, или композиции с тонким запахом, включающий стадию добавления к ним соединения по п. 1 или 2 или парфюмерной смеси по п. 3 или 4.
19. Способ получения 5,9-диметил-9-гидрокси-децен-4-аля (I) из реакционной смеси, включающий стадию получения реакционной смеси в форме по существу свободной от любой кислоты или основания и дистилляции смеси 5,9-диметил-9-гидрокси-децен-4-аля из реакционной смеси.
20. Способ по п. 19, где реакционную смесь получают путем взаимодействия аллилового спирта формулы
дивинилового эфира диэтиленгликоля или дивинилового эфира триэтиленгликоля в присутствии кислоты или металлического катализатора при атмосферном давлении и температуре в диапазоне от температуры окружающей среды до 200°C,
где
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP13290129.9 | 2013-01-10 | ||
EP13290129 | 2013-06-10 | ||
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RU2015149954A3 RU2015149954A3 (ru) | 2018-03-29 |
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GB2515128B (en) * | 2013-06-10 | 2015-05-27 | Givaudan Sa | Improvements in or relating to organic compounds |
GB201421855D0 (en) | 2014-12-09 | 2015-01-21 | Givaudan Sa | Improvements in or relating to organic compounds |
GB201421838D0 (en) | 2014-12-09 | 2015-01-21 | Givaudan Sa | Improvements in or relating to organic compounds |
WO2016180893A1 (en) * | 2015-05-13 | 2016-11-17 | Givaudan Sa | Improvements in or relating to organic compounds |
WO2017139637A1 (en) * | 2016-02-10 | 2017-08-17 | P2 Science, Inc. | Fragrance compositions comprising compounds with olfactory qualities |
SG11202001226PA (en) | 2017-12-21 | 2020-03-30 | Firmenich & Cie | Method for identifying positive allosteric modulators for odorant receptors |
CN109293472B (zh) * | 2018-11-09 | 2021-12-10 | 万华化学集团股份有限公司 | 一种炔醇经部分加氢制备烯醇的方法 |
JP2022512067A (ja) | 2018-12-19 | 2022-02-02 | フイルメニツヒ ソシエテ アノニム | フローラルミュゲの知覚を調節するための揮発性化合物の使用 |
EP4027968A4 (en) * | 2019-11-27 | 2023-11-22 | International Flavors and Fragrances Inc. | NOVEL ORGANOLEPTIC COMPOUNDS |
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NL295084A (ru) * | 1962-07-11 | 1900-01-01 | ||
GB1158791A (en) | 1966-08-16 | 1969-07-16 | Int Flavors & Fragrances Inc | Substituted Dimethyloctadienals |
US4057515A (en) * | 1969-02-04 | 1977-11-08 | N.V. Chemische Fabriek "Naarden" | Perfume compositions |
CH527897A (de) * | 1969-04-26 | 1972-09-15 | Givaudan & Cie Sa | Riech- oder Geschmackstoffkomposition |
FR2228750B1 (ru) | 1973-05-11 | 1976-11-12 | Roure Bertrand Dupont Sa | |
US3953518A (en) * | 1973-07-05 | 1976-04-27 | Hoffmann-La Roche Inc. | Process for preparing γ, δ-unsaturated carbonyl compounds |
JPS5291815A (en) * | 1976-01-30 | 1977-08-02 | Taiyo Koryo Kk | Oxyaldehyde compound and its preparation |
US4271048A (en) | 1980-08-11 | 1981-06-02 | Firmenich, S.A. | 9-Hydroxy-undeca-4,10-dien-1-al |
DE69112806T2 (de) | 1991-02-27 | 1996-03-14 | Firmenich & Cie | Riechstoff. |
WO1995001960A1 (en) | 1993-07-09 | 1995-01-19 | Laboratoire Theramex S.A. | Novel structural analogues of vitamin d |
PL174912B1 (pl) | 1994-01-24 | 1998-10-30 | Inst Farmaceutyczny | Nowe związki farmakologicznie czynne z grupy witamin D i sposób ich otrzymywania |
ES2173586T3 (es) | 1997-05-23 | 2002-10-16 | Basilea Pharmaceutica Ag | Derivados de ciclohexandiol. |
US20080175801A1 (en) | 2007-01-18 | 2008-07-24 | The Procter & Gamble Company | Stable peroxide containing personal care compositions |
GB2515128B (en) * | 2013-06-10 | 2015-05-27 | Givaudan Sa | Improvements in or relating to organic compounds |
GB201409348D0 (en) * | 2014-05-27 | 2014-07-09 | Givaudan Sa | Perfume compositions |
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US9469590B2 (en) | 2016-10-18 |
BR112015030088B1 (pt) | 2020-12-29 |
US20150307432A1 (en) | 2015-10-29 |
WO2014198709A1 (en) | 2014-12-18 |
IL242437B (en) | 2018-05-31 |
AU2014280241B2 (en) | 2017-12-21 |
SG11201509109UA (en) | 2015-12-30 |
KR20160019441A (ko) | 2016-02-19 |
GB2515128A (en) | 2014-12-17 |
ZA201508404B (en) | 2020-01-29 |
PL2920139T3 (pl) | 2017-08-31 |
JP6513645B2 (ja) | 2019-05-15 |
KR102321134B1 (ko) | 2021-11-03 |
CN112661622A (zh) | 2021-04-16 |
MX2015015906A (es) | 2016-03-09 |
RU2667901C2 (ru) | 2018-09-25 |
EP2920139A1 (en) | 2015-09-23 |
ES2623787T3 (es) | 2017-07-12 |
GB2515128B (en) | 2015-05-27 |
US10315976B2 (en) | 2019-06-11 |
AU2014280241A1 (en) | 2015-11-26 |
CN105283435A (zh) | 2016-01-27 |
RU2015149954A3 (ru) | 2018-03-29 |
GB201313641D0 (en) | 2013-09-11 |
EP2920139B1 (en) | 2017-02-01 |
JP2016521739A (ja) | 2016-07-25 |
BR112015030088A2 (pt) | 2017-07-25 |
PH12015502665B1 (en) | 2016-03-07 |
CN105283435B (zh) | 2021-12-21 |
US20160326082A1 (en) | 2016-11-10 |
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